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Internal rotation in enaminonitriles: Investigation by dynamic NMR spectroscopy and molecular modeling
Authors:J. A. Moore  Parag G. Mehta  Curt M. Breneman
Affiliation:(1) Present address: Holography Division, Polaroid Corporation, Weltham, Massachusetts;(2) Department of Chemistry, Rensselaer Polytechnic Institute, 12180 Troy, New York
Abstract:Rotational isomerism in enaminonitriles was studied using dynamic NMR spectroscopy and molecular modeling. It was found that the barrier to rotation about Cvinyl-NH bond was higher for enaminonitriles derived from aliphatic amines than that of enaminonitriles derived from aromatic amines. It was also found that the rotational isomerism about the Car-Cvinyl bond also exists in enaminonitriles.
Keywords:Enaminonitrile  rotational barrier  push-pull olefin  total line-shape analysis  DNMR6
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